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Synthesis and biological evaluation of some enantiomerically pure C8c-C15-monoseco analogues of the phenanthroquinolizidine-type alkaloids cryptopleurine and julandine

Sydnes, Magne; Bezos, Anna; Burns, Christopher; Kruszelnicki, Irma; Su, Stephen; Rae, A David; Willis, Anthony; Banwell, Martin; Parish, Christopher

Description

A series of enantiomerically pure C8cC15 monoseco analogues, 2330, of the alkaloids cryptopleurine (1) and julandine (2) have been prepared using cinnamyl chloride 37 and (S)- or (R)-2-methylpiperidine as key building blocks. Two related compounds, 31 and 32, have also been synthesized. Each of these analogues has been subjected to various biological evaluations and most of them show dramatically reduced cytotoxicity compared with parent system 1. Nevertheless, they are potent anti-angiogenic...[Show more]

CollectionsANU Research Publications
Date published: 2008
Type: Journal article
URI: http://hdl.handle.net/1885/51925
Source: Australian Journal of Chemistry
DOI: 10.1071/CH08190

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